Ski-in/Ski-out vacation rentals in Sugarloaf Mountain

Spacious 4 BR Condo in Carrabassett Valley

Looking for direct access to adventure? This is it! Space for 10 means 2 families easily fit. Trail access is just a few steps away, straight to the super quad. Want to start slower? Try the shuttle to the village! Need to unwind at the end of the day? Downstairs family room provides large couch, tv, games, puzzles, etc for the kids while the adults enjoy some quiet time in the upstairs kitchen/living room. Hot tub to ease muscles at the end of an adventurous day! *hot tub closed May-Oct*

Value · Location · Walkability

Cozy Ski-In/Ski-Out Escape at Sugarloaf with AC

Cozy ski-in/ski-out condo in Sugarloaf’s desirable Sugartree complex. Wake up, click in, and ski out. Enjoy effortless slope access, mountain adventures, and relaxing après ski memories. Perfect for families, couples, and outdoor enthusiasts year-round, with hiking, mountain biking, golf, and foliage outside your door. Mountain views from your private balcony, plus indoor access to the pool, hot tubs & sauna at the Sugarloaf Fitness Center (add’l fees apply). Full kitchen, and AC for summer!

Location · Value · Decor

Gondola Village at Sugarloaf

Welcome to the heart of Carrabassett Valley in the western mountains of Maine. Come golf, hike, bike, ski, and relax. Conveniently located at the bottom of Whiffletree chair (ski in, ski out) with views of Bigelow. Take a scenic chairlift ride or test out the new Sugarloaf Bike Park. Sugarloaf Golf Club is only minutes away. Enjoy miles of mountain biking, hiking, and cross-country trails. Short walk to base area for restaurants and shops. Then relax in this cozy condo after your adventures.

Family · Location · Walkability

Ski-In Ski-Out Condo Perfect for Families!

Prime Location: Access the Condo Cross Cut trail right behind the condo, or take a leisurely 6-10 minute stroll to the Sawduster Chairlift and the popular Shipyard Brew Pub. Outdoor Space: Unwind on the porch after a thrilling day on the mountain. Fun for Everyone: Challenge your friends and family to a game of ping pong in the game area—perfect for friendly competition! Accommodations: Our 3 bedrooms and 3 bathrooms, plus a fun lower-level twin bunk bed, ideal for kids or extra guests.

Family · Location · Walkability

Modern Ski and Golf - West Mnt

New in 2021 4BR townhouse at Sugarloaf! Hot tub and pet friendly. Walk to the West Mnt Trail or hop the free shuttle to the base lodge. Features a master king suite, 2 queen bedrooms, full guest bath. Basement has a teen retreat including a queen bed and bunkbeds, a private bath, and living room. Two living areas with big smart TVs, mountain views, and a fully stocked kitchen. Steps from golf, hiking, and biking trails. Perfect for families or friends looking for year-round mountain fun!

Location · Family · Indoor spaces

On-Mountain @ Saddleback-Hot Tub | Mountain Views

Welcome to the Last Chair Lodge - our family-friendly mountainside retreat at Saddleback Ski Area in Rangeley, ME. Custom, Maine-made Cedar Hot Tub! Incredible views - and sunsets - in all seasons. Ski-in/Ski-out in winter (natural snow dependent), in summer enjoy a peaceful, beautiful and comfortable mountain retreat. Come for outdoor adventures, time on the nearby lakes or just to unwind and soak in the scenery. One of very few mountainside listings with a hot tub, A/C and views!

Value · Location · Kitchen

Post & Beam, Ski-in/Ski-Out Birchwood Penthouse

Editors choice!! Located in the heart of the action!! Beautiful post and beam, ski-in/ski-out Birchwood penthouse perfect for a family and friends getaway. Sleeps 10. Fantastic views of the mountain as well as the Bigelow range. Minutes walk (or ski) to the best that Sugarloaf has to offer: Sugarloaf Village, Upper Snubber trail and lifts (Sawduster), Shipyard Brew Haus, Sugartree Sports & Fitness Center with indoor pool, indoor and outdoor hot tubs, steam room, sauna and more!

Location · Value · Biking

On Mountain Sugarloaf Condo

Welcome to your cozy, first-floor, pet-friendly condo at Sugartree! Adventure is right outside your door with ski in/ski out access to the slopes, biking & hiking trails all around, NEW downhill bike park, a world-class golf course, and breathtaking scenery. Central location with an on-site fitness center, pool, and hot tubs included for a fee (closed summer). Bars, restaurants, and shops within a short walk or ride. This is the ideal spot for creating new mountain memories!

Value · Location · Nearby

First Tracks at Sugarloaf

Welcome to First Tracks! Located right on mountain bike trails and less than a three minute walk to Sugarloaf Village. With epic hiking, waterfall swims, disc golf, zip lining and mountain biking right out the back door we've got your vacation covered. Plenty of room to spread out in the condo with a game room downstairs and a hot tub to soothe your tired muscles after a day of play. Sugarloaf in the summer is magical. Let us know if you need any recommendations!

Family · Location · Outdoor spaces

Saddleback Ski Lodge - Ski-in-Ski out Condo

Ski in, ski out beautiful townhouse at on the highest road on Saddleback Mountain Ski Resort. Sun filled, 55" and 40" HDTVs with directv, extra playroom w couch and Giant lovesac beanbag. Master bedroom with king bed, bunk room w double and trundle, upstairs queen. Nice deck w amazing lake views and beyond. Come in the spring/summer for hiking the AT, biking & access to Trophy rivers for native brook trout fly fishing or Fall for unbelievable fall colors.

Location · Value · Wifi

Mountain Biking, Hiking & Golf/Sugarloaf condo A/C

Unwind in the comfort of air conditioning after a day of adventure. The condo features a fully equipped kitchen, modern living area, and access to an indoor pool and tennis courts. Enjoy convenient amenities, including Wi-Fi, parking, and in-house washer and dryer. Whether you’re seeking thrilling outdoor activities or a peaceful mountain escape, our condo is the ideal base for your next vacation. Book now and experience the best of mountain living!

Family · Location · Hospitality

Sugarloaf Village | Heart of Carrabassett Valley

Your ultimate year-round mountain basecamp! This stylish, cozy condo offers true ski-in/ski-out access at Sugarloaf. Perfect for 4 guests, it features stunning resort views, two balconies, and a gas fireplace. Located in the heart of the village, you can walk to the lifts, golf course, hiking trails, and dining. An ideal hub for skiers, hikers, and explorers seeking adventure and comfort year round.

Location · Comfort · Accuracy